Title: Best Apartments in Chestertown, MD for Your Vacation from $125 | Expedia.com

[Chestertown Travel Guide](https://expedia.com/Chestertown.dx7215)[Hotels in Chestertown](https://expedia.com/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Vacation Rentals in Chestertown](https://expedia.com/Chestertown-Vacation-Rentals.d7215.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.com/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Car Rentals in Chestertown](https://expedia.com/Car-Rentals-In-Chestertown.d7215.Car-Rental-Guide)[Chestertown Vacation Packages](https://expedia.com/Chestertown.d7215.Destination-Travel-Guides)

![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2127ed08-151b-4865-9870-3d0463a3d88b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/7215/2127ed08-151b-4865-9870-3d0463a3d88b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=7215&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=7215&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7215&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=7215&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chestertown apartments

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/w1322h734x2y1-d973a563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/5cb9165d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/92366292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/c04c0cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Chestertown

[](https://www.expedia.com/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

9.6/10

Exceptional

(108 reviews)

"Everything was clean and neat and welcoming "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Iriana J.

$144 nightly

$159 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Chestertown-Hotels-First-Floor-Studio-Apartment-In-Historic-Chestertown.h75854900.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/w1014h600x10y12-4e8a8c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/86090f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/w1024h592x0y17-9d1e8161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92570000/92564900/92564827/598d88e9_edited_b6ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Historic District

[](https://www.expedia.com/Annapolis-Hotels-18th-Cent-Charm-In-Historic-Downtown-Annapolis.h92564827.Hotel-Information)

9.0/10

Wonderful

(13 reviews)

"Great experience"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David P.

$304 nightly

$347 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-18th-Cent-Charm-In-Historic-Downtown-Annapolis.h92564827.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/114000000/113300000/113298400/113298347/01162ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113300000/113298400/113298347/e26e59da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113300000/113298400/113298347/5b6a5afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113300000/113298400/113298347/0cd3925a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Havre de Grace

[](https://www.expedia.com/Havre-De-Grace-Hotels-Cozy-2-Bedroom-Apartment-With-WiFi.h113298347.Hotel-Information)

10/10

Exceptional

(5 reviews)

"It is a warm and welcoming little home away from home. We will be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brittany C.

$196 nightly

$208 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Havre-De-Grace-Hotels-Cozy-2-Bedroom-Apartment-With-WiFi.h113298347.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/e8d235bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/7109c6c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/2fa15be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103190000/103180100/103180013/655332ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Worton

[](https://www.expedia.com/Worton-Hotels-Cozy-Waterfront-Retreat-With-Private-Dock-And-BeachSleeps-4-Studio-1-Bath.h103180013.Hotel-Information)

10/10

Exceptional

(25 reviews)

"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Debbie S.

$284 nightly

$314 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Worton-Hotels-Cozy-Waterfront-Retreat-With-Private-Dock-And-BeachSleeps-4-Studio-1-Bath.h103180013.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b4e88275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/5a5ec3f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b0be7e2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/ee75c514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Rock Hall

[](https://www.expedia.com/Rock-Hall-Hotels-Walk-To-Everything-Rock-Hall-From-This-1st-Floor-Apartment-Sleeps-4.h104005223.Hotel-Information)

10/10

Exceptional

(18 reviews)

"Close to Main Street. Very nice and spacious accommodations."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael D.

$259 nightly

$286 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Rock-Hall-Hotels-Walk-To-Everything-Rock-Hall-From-This-1st-Floor-Apartment-Sleeps-4.h104005223.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/b2a36b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8e1aa433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/8c6112e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68990000/68986300/68986275/95f44d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Annapolis

[](https://www.expedia.com/Annapolis-Hotels-Comfy-Oasis.h68986275.Hotel-Information)

10/10

Exceptional

(81 reviews)

"Owners were great hosts. Loved this property!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

$363 nightly

$414 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Comfy-Oasis.h68986275.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w1024h677x0y0-664bab42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w584h683x220y0-d805a755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w423h683x305y0-6862acf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/102000000/101992200/101992106/w509h683x257y0-37962ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Millington

[](https://www.expedia.com/Millington-Hotels-Guest-Suite-For-Up-To-2-In-A-Victorian-On-The-Chester-River.h101992106.Hotel-Information)

9.6/10

Exceptional

(20 reviews)

"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia C.

$118 nightly

$125 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Millington-Hotels-Guest-Suite-For-Up-To-2-In-A-Victorian-On-The-Chester-River.h101992106.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/117000000/116070000/116070000/116069925/56f6cf22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116070000/116070000/116069925/a32de752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116070000/116070000/116069925/8b45f44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116070000/116070000/116069925/c0f204f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Greektown

[](https://www.expedia.com/Baltimore-Hotels-Cozy-2-Bedroom-Apartment-In-Welcoming-Baltimore-With-WiFi.h116069925.Hotel-Information)

9.6/10

Exceptional

(10 reviews)

"The house was clean and the beds were comfortable. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen B.

$195 nightly

$225 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Baltimore-Hotels-Cozy-2-Bedroom-Apartment-In-Welcoming-Baltimore-With-WiFi.h116069925.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007969/65ec141b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007969/w799h599x1y1-de620c30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007969/25648c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/20000000/19010000/19008000/19007969/085e86e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Fells Point

[](https://www.expedia.com/Baltimore-Hotels-At-Fells-Point-CitySide-Tons-Better-Than-A-Hotel.h19007969.Hotel-Information)

9.8/10

Exceptional

(202 reviews)

"Amazing all around! Owner didn't miss a beat with communication, great location, cozy and quiet stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leanne

$177 nightly

$204 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Baltimore-Hotels-At-Fells-Point-CitySide-Tons-Better-Than-A-Hotel.h19007969.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7d6d0051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/4c5f6f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/7a413e7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120250000/120248200/120248155/4acd2675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Kent County

[](https://www.expedia.com/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information)

$193 nightly

$200 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Still-Pond-Hotels-High-Tide-Haven-Suite.h120248155.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/8d73bbbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/491acaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/45c5363e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117370000/117360200/117360157/28c9186e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cape Saint Claire

[](https://www.expedia.com/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information)

10/10

Exceptional

(4 reviews)

"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ana S.

$343 nightly

$391 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-New-The-Pool-Loft-At-Poplar-Hill.h117360157.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Private vacation homes

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Cottages

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Cabins

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Condos

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Apartments

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Houseboats

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Villas

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Residences

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## Top Chestertown Hotel Reviews

![La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/40d24dc0_y.jpg)

### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

2/10 Terrible

"I had a one night stay at this property, and I came home with bedbugs and bedbug bites all over my body… I actually had to seek medical attention. The condition of the hotel is very poor and disgusting. I believe it serves as a hotel and a homeless shelter in One. Please be aware of this property."

[](https://expedia.com/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information)

![Hampton Inn Baltimore Bayview Campus](https://images.trvl-media.com/lodging/24000000/23840000/23830900/23830804/e92cee9e_y.jpg)

### Hampton Inn Baltimore Bayview Campus

2/10 Terrible

"The bed was extremely uncomfortable and the maid came busting in my room no knock or anything."

[](https://expedia.com/Baltimore-Hotels-Hampton-Inn-Baltimore-Bayview-Campus.h23830804.Hotel-Information)

![Country Inn & Suites by Radisson, Baltimore North, MD](https://images.trvl-media.com/lodging/3000000/2410000/2410000/2410000/7de3cb16_y.jpg)

### Country Inn & Suites by Radisson, Baltimore North, MD

8/10 Good

"The room was nice and clean and the staff was nice and very helpful "

[](https://expedia.com/Baltimore-Hotels-Country-Inn-Suites-By-Radisson.h2410000.Hotel-Information)

![Best Western Plus Hotel & Conference Center](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9_y.jpg)

### Best Western Plus Hotel & Conference Center

6/10 Okay

"great price for my CIAA weekend stay"

[](https://expedia.com/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)

![Americas Best Value Inn Edgewood](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/b1bb9d9d_y.jpg)

### Americas Best Value Inn Edgewood

10/10 Excellent

"Super comfortable and quiet "

[](https://expedia.com/Edgewood-Hotels-Hilltop-Motel.h20063.Hotel-Information)

![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg)

### Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"We liked it"

[](https://expedia.com/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information)

![Fairfield Inn & Suites by Marriott White Marsh](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/8434bf12_y.jpg)

### Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent

"Clean facility and great service by the staff from our first greeting! Great options served fresh for breakfast and great location to downtown Baltimore and other areas, especially being right next door to The Ave at White Marsh. Convenience at your fingertips - would definitely stay again!"

[](https://expedia.com/Baltimore-Hotels-Fairfield-Inn-Suites-By-Marriott-White-Marsh.h1888500.Hotel-Information)

![Hampton Inn Baltimore/Glen Burnie](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/526c2bf4_y.jpg)

### Hampton Inn Baltimore/Glen Burnie

10/10 Excellent

"Yes"

[](https://expedia.com/Baltimore-Hotels-Hampton-Inn-BaltimoreGlen-Burnie.h2759.Hotel-Information)

![Hampton Inn & Suites Edgewood/Aberdeen-South](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/264f48e5_y.jpg)

### Hampton Inn & Suites Edgewood/Aberdeen-South

6/10 Okay

"The room was great the elevators were freezing "

[](https://expedia.com/Edgewood-Hotels-Hampton-Inn-Suites-EdgewoodAberdeen-South.h4617887.Hotel-Information)

## Find out more about Chestertown

## Chestertown Apartments information

| Number of reviews | 469           |
| ----------------- | ------------- |
| Accommodation     | 80 Apartments |
| Lowest Price      | $125          |
| Highest Price     | $414          |

## Frequently asked questions

### What's it like to stay at an apartment in Chestertown?

### Why should you consider apartments instead of traditional hotels?

### What's the top apartment for my stay in Chestertown?

### How many apartments can I expect to find in Chestertown?

### What can I expect from the weather during my trip to Chestertown?

### What should I see and do in Chestertown?

### What's the best way to get to and around Chestertown?

## Explore a world of travel with Expedia

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- [Hotels near Washington College ](https://www.expedia.com/Washington-College-Hotels.0-l553248621561000403-0.Travel-Guide-Filter-Hotels)
- [Hotels near River Arts Chestertown ](https://www.expedia.com/River-Arts-Chestertown-Hotels.0-l553248621532662298-0.Travel-Guide-Filter-Hotels)
- [Hotels near Historical Society of Kent County Maryland ](https://www.expedia.com/Historical-Society-Of-Kent-County-Maryland-Hotels.0-l553248621561000400-0.Travel-Guide-Filter-Hotels)
- [Hotels near Garfield Center for the Arts at the Prince Theater ](https://www.expedia.com/Garfield-Center-For-The-Arts-At-The-Prince-Theater-Hotels.0-l553248621561000401-0.Travel-Guide-Filter-Hotels)
- [Hotels near Wilmer Park ](https://www.expedia.com/Wilmer-Park-Hotels.0-l553248621561000402-0.Travel-Guide-Filter-Hotels)
- [Hotels near Rolphs Wharf Marina ](https://www.expedia.com/Rolphs-Wharf-Marina-Hotels.0-l553248621561879605-0.Travel-Guide-Filter-Hotels)
- [Motels in Worton ](https://www.expedia.com/Worton-Motels.d3000440948-aaMotels.Travel-Guide-Accommodation)
- [Worton Hotels ](https://www.expedia.com/Worton-Hotels.d3000440948.Travel-Guide-Hotels)
- [Motels in Church Hill ](https://www.expedia.com/Church-Hill-Motels.d6359186-aaMotels.Travel-Guide-Accommodation)
- [Apartments in Kennedyville ](https://www.expedia.com/Kennedyville-Apartments.d3000440679-aaApartments.Travel-Guide-Accommodation)
- [Church Hill Hotels ](https://www.expedia.com/Church-Hill-Hotels.d6359186.Travel-Guide-Hotels)
- [Kennedyville Hotels ](https://www.expedia.com/Kennedyville-Hotels.d3000440679.Travel-Guide-Hotels)
- [B&B in Still Pond ](https://www.expedia.com/Still-Pond-Bed-And-Breakfast.d3000347996-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [4 Star Hotels in Kennedyville ](https://www.expedia.com/4Star-Kennedyville-Hotels.s40-0-d3000440679.Travel-Guide-Filter-Hotels)
- [Cabin Rentals in Still Pond ](https://www.expedia.com/Still-Pond-Cabins.d3000347996-aaCabins.Travel-Guide-Accommodation)
- [B&B in Great Oak Landing ](https://www.expedia.com/Great-Oak-Landing-Bed-And-Breakfast.d3000045661-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Great Oak Landing ](https://www.expedia.com/Great-Oak-Landing-Motels.d3000045661-aaMotels.Travel-Guide-Accommodation)
- [B&B in Crumpton ](https://www.expedia.com/Crumpton-Bed-And-Breakfast.d3000440547-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Still Pond Hotels ](https://www.expedia.com/Still-Pond-Hotels.d3000347996.Travel-Guide-Hotels)
- [Great Oak Landing Hotels ](https://www.expedia.com/Great-Oak-Landing-Hotels.d3000045661.Travel-Guide-Hotels)
- [Pet-Friendly Hotels in Great Oak Landing ](https://www.expedia.com/Great-Oak-Landing-Hotels-Pet-Friendly-Hotel.0-0-d3000045661-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Crumpton Hotels ](https://www.expedia.com/Crumpton-Hotels.d3000440547.Travel-Guide-Hotels)
- [4 Star Hotels in Crumpton ](https://www.expedia.com/4Star-Crumpton-Hotels.s40-0-d3000440547.Travel-Guide-Filter-Hotels)
- [3 Star Hotels in Crumpton ](https://www.expedia.com/3Star-Crumpton-Hotels.s30-0-d3000440547.Travel-Guide-Filter-Hotels)
- [Hotels near Crumpton Auction ](https://www.expedia.com/Crumpton-Auction-Hotels.0-l553248621532662415-0.Travel-Guide-Filter-Hotels)
- [Edesville Hotels ](https://www.expedia.com/Edesville-Hotels.d553248635976006323.Travel-Guide-Hotels)
- [Tolchester Beach Hotels ](https://www.expedia.com/Tolchester-Beach-Hotels.d553248635975848245.Travel-Guide-Hotels)
- [Cottages in Betterton ](https://www.expedia.com/Betterton-Cottages.d3000440429-aaCottages.Travel-Guide-Accommodation)
- [B&B in Betterton ](https://www.expedia.com/Betterton-Bed-And-Breakfast.d3000440429-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Vacation Homes in Betterton ](https://www.expedia.com/Betterton-Private-Vacation-Homes.d3000440429-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Betterton ](https://www.expedia.com/Betterton-Condos.d3000440429-aaCondos.Travel-Guide-Accommodation)
- [Motels in Betterton ](https://www.expedia.com/Betterton-Motels.d3000440429-aaMotels.Travel-Guide-Accommodation)
- [B&B in Rock Hall ](https://www.expedia.com/Rock-Hall-Bed-And-Breakfast.d177447-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Rock Hall ](https://www.expedia.com/Rock-Hall-Houseboats.d177447-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Rock Hall ](https://www.expedia.com/Rock-Hall-Motels.d177447-aaMotels.Travel-Guide-Accommodation)
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- [Cottages in Rock Hall ](https://www.expedia.com/Rock-Hall-Cottages.d177447-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Rock Hall ](https://www.expedia.com/Rock-Hall-Apartments.d177447-aaApartments.Travel-Guide-Accommodation)
- [Hotels near Crow Farm and Vineyard ](https://www.expedia.com/Crow-Farm-And-Vineyard-Hotels.0-l553248621532662417-0.Travel-Guide-Filter-Hotels)
- [Price Hotels ](https://www.expedia.com/Price-Hotels.d553248635975875972.Travel-Guide-Hotels)
- [Betterton Hotels ](https://www.expedia.com/Betterton-Hotels.d3000440429.Travel-Guide-Hotels)
- [5 Star Hotels in Betterton ](https://www.expedia.com/5Star-Betterton-Hotels.s50-0-d3000440429.Travel-Guide-Filter-Hotels)
- [Rock Hall Hotels ](https://www.expedia.com/Rock-Hall-Hotels.d177447.Travel-Guide-Hotels)
- [Pet-Friendly Hotels in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Pet-Friendly-Hotel.0-0-d177447-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Romantic-Hotel.0-0-d177447-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Hotels with an Outdoor Pool in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Hotels-With-Outdoor-Pool.0-0-d177447-tHotelswithOutdoorPool.Travel-Guide-Filter-Hotels)
- [Hotels with Free Breakfast in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d177447-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Cheap-Hotels.0-0-d177447-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Beach Hotels in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Beach-Hotel.0-0-d177447-tBeachHotel.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Rock Hall ](https://www.expedia.com/5Star-Rock-Hall-Hotels.s50-0-d177447.Travel-Guide-Filter-Hotels)
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- [Hotels with Hot Tubs in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Hotels-With-Hot-Tubs.0-0-d177447-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Business Hotels in Rock Hall ](https://www.expedia.com/Rock-Hall-Hotels-Business-Hotel.0-0-d177447-tBusinessHotel.Travel-Guide-Filter-Hotels)
- [Hotels near The Mainstay ](https://www.expedia.com/The-Mainstay-Hotels.0-l553248621532662296-0.Travel-Guide-Filter-Hotels)
- [Hotels near Betterton Beach ](https://www.expedia.com/Betterton-Beach-Hotels.0-l553248635983992889-0.Travel-Guide-Filter-Hotels)
- [Hotels near Rock Hall Harbor ](https://www.expedia.com/Rock-Hall-Harbor-Hotels.0-l553248621561173703-0.Travel-Guide-Filter-Hotels)
- [Hotels near Waterman’s Museum ](https://www.expedia.com/Watermans-Museum-Hotels.0-l673471647360921600-0.Travel-Guide-Filter-Hotels)

- [Flights to Worton ](https://www.expedia.com/Cheap-Flights-To-Worton.d3000440948.Travel-Guide-Flights)
- [Flights from Pomona ](https://www.expedia.com/lp/flights/553248635976007038/flights-from-pomona)
- [Flights to Church Hill ](https://www.expedia.com/Cheap-Flights-To-Church-Hill.d6359186.Travel-Guide-Flights)
- [Flights from Kennedyville ](https://www.expedia.com/lp/flights/3000440679/flights-from-kennedyville)
- [Flights to Betterton ](https://www.expedia.com/Cheap-Flights-To-Betterton.d3000440429.Travel-Guide-Flights)
- [Flights to Rock Hall ](https://www.expedia.com/Cheap-Flights-To-Rock-Hall.d177447.Travel-Guide-Flights)

- [Washington College ](https://www.expedia.com/Washington-College-Chestertown.d553248621561000403.Vacation-Attraction)
- [River Arts Chestertown ](https://www.expedia.com/River-Arts-Chestertown-Chestertown.d553248621532662298.Vacation-Attraction)
- [Historical Society of Kent County Maryland ](https://www.expedia.com/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction)
- [Garfield Center for the Arts at the Prince Theater ](https://www.expedia.com/Garfield-Center-For-The-Arts-At-The-Prince-Theater-Chestertown.d553248621561000401.Vacation-Attraction)
- [Wilmer Park ](https://www.expedia.com/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction)
- [Rolphs Wharf Marina ](https://www.expedia.com/Rolphs-Wharf-Marina-Chestertown.d553248621561879605.Vacation-Attraction)
- [Worton Vacations ](https://www.expedia.com/Worton.d3000440948.Destination-Travel-Guides)
- [Visit Worton ](https://www.expedia.com/Worton.dx3000440948)
- [Visit Church Hill ](https://www.expedia.com/Church-Hill.dx6359186)
- [Cassinelli Winery and Vineyards ](https://www.expedia.com/Cassinelli-Winery-And-Vineyards-Church-Hill.d553248621561879606.Vacation-Attraction)
- [Visit Kennedyville ](https://www.expedia.com/Kennedyville.dx3000440679)
- [Visit Still Pond ](https://www.expedia.com/Still-Pond.dx3000347996)
- [Visit Great Oak Landing ](https://www.expedia.com/Great-Oak-Landing.dx3000045661)
- [Visit Crumpton ](https://www.expedia.com/Crumpton.dx3000440547)
- [Visit Betterton ](https://www.expedia.com/Betterton.dx3000440429)
- [Visit Rock Hall ](https://www.expedia.com/Rock-Hall.dx177447)
- [Rock Hall Vacations ](https://www.expedia.com/Rock-Hall.d177447.Destination-Travel-Guides)
- [The Mainstay ](https://www.expedia.com/The-Mainstay-Rock-Hall.d553248621532662296.Vacation-Attraction)
- [Rock Hall Harbor ](https://www.expedia.com/Rock-Hall-Harbor-Rock-Hall.d553248621561173703.Vacation-Attraction)
- [Waterman’s Museum ](https://www.expedia.com/Watermans-Museum-Rock-Hall.d673471647360921600.Vacation-Attraction)

- [Car rentals near Worton ](https://www.expedia.com/Car-Rentals-In-Worton.d3000440948.Car-Rental-Guide)
- [Car rentals near Pomona ](https://www.expedia.com/Car-Rentals-In-Pomona.d553248635976007038.Car-Rental-Guide)
- [Car rentals near Fairlee ](https://www.expedia.com/Car-Rentals-In-Fairlee.d553248635976006792.Car-Rental-Guide)
- [Car rentals near Georgetown ](https://www.expedia.com/Car-Rentals-In-Georgetown.d553248635975874069.Car-Rental-Guide)
- [Car rentals near Church Hill ](https://www.expedia.com/Car-Rentals-In-Church-Hill.d6359186.Car-Rental-Guide)
- [Car rentals near Great Oak Landing ](https://www.expedia.com/Car-Rentals-In-Great-Oak-Landing.d3000045661.Car-Rental-Guide)
- [Car rentals near Crumpton ](https://www.expedia.com/Car-Rentals-In-Crumpton.d3000440547.Car-Rental-Guide)
- [Car rentals near Crumpton Auction ](https://www.expedia.com/Car-Rentals-In-Crumpton-Auction.d553248621532662415.Car-Rental-Guide)
- [Car rentals near Edesville ](https://www.expedia.com/Car-Rentals-In-Edesville.d553248635976006323.Car-Rental-Guide)
- [Car rentals near Tolchester Beach ](https://www.expedia.com/Car-Rentals-In-Tolchester-Beach.d553248635975848245.Car-Rental-Guide)
- [Car rentals near Price ](https://www.expedia.com/Car-Rentals-In-Price.d553248635975875972.Car-Rental-Guide)
- [Car rentals near Betterton ](https://www.expedia.com/Car-Rentals-In-Betterton.d3000440429.Car-Rental-Guide)
- [Car rentals near Rock Hall ](https://www.expedia.com/Car-Rentals-In-Rock-Hall.d177447.Car-Rental-Guide)
- [Avis Rental Cars in Rock Hall ](https://www.expedia.com/Avis-Car-Rentals-In-Rock-Hall.d177447-c41.Car-Rental-Guide-Suppliers)

- [Great Oak Landing Vacation Rentals ](https://www.expedia.com/Great-Oak-Landing-Vacation-Rentals.d3000045661.Travel-Guide-VacationRentals)
- [Betterton Vacation Rentals ](https://www.expedia.com/Betterton-Vacation-Rentals.d3000440429.Travel-Guide-VacationRentals)
- [Rock Hall Vacation Rentals ](https://www.expedia.com/Rock-Hall-Vacation-Rentals.d177447.Travel-Guide-VacationRentals)